Disulphonium compounds of high molecular weight



Patented Feb. ,1941 2,230,537.

UNITED STATES PATENT. OFFICE DISULPHONIUM COMPOUNDS OF HIGH MOLECULAR WEIGHT August Chwala, Vienna, and Edmund Waldmann,

Klosterneuburg-on-the-Danube, Germany, assignors to General Aniline & Film Corporation, a corporation of Delaware No Drawing. Application July 29, 1938, Serial 4 No. 221,970. InAustria June 6, 1935 p 2 Claims. (Cl. 260607) Our U. S. application Serial No. 83,160, filed present disulphonlum compounds wool goods June 2, 1936, relates to sulphonium compounds of which have been dyed with acid dyestuffs. their high molecular weight. resistance'towards alkaline fulling is increased.

Our present invention is a continuation in part The effect of the present disulphonium comof the said application and relates to disulphopounds may be partly due to their affinity, parnium compounds of high molecular weight, more ticularly for vegetable fibers. v particularly to disulphonium compounds of the In the artificial silk and wool dyeing industries general formula: they may be used as reserving agents.

In order to further illustrate our invention the following example is given, the parts being by 10 c c weight and all temperatures in degrees centiwherein R stands for an aliphatic radicle congrade. taining at least 10 carbon atoms, R1 stands for Eaxzmple a methyl, ethyl or benzyl-group and Ac means an acid anion such as A mixture of 33.5 parts of trichlorinated hard 15 parafiin (of. U. S. Patent 1,948,924), 38 parts of 2 crystallized sodium sulphide and about 200 parts h disul h m com u M bt inabl of alcohol of 95% strength is heated in an autog g f g p0 nds e 0 a e clave while stirring at about 125 for about 7 In a Simple manner one may start f hours. Then the reaction mass is diluted with 0 corresponding disulphides and treat these disu1 water, the oily reaction product is extracted with phldes with agents capable of being added such benzene, washed with water and the benzene is as dimethyl sulphate, diethyl sulphate, benzyl evaporated. The formed disulphide derivative of chloride, chloracetone or w-bromacetophenone, E? :g ';g g i ggxg g 63 22;: 3 :3 whereb salts of sul honium com d r 25 formed? p poun s a e parts of dimethylsulphate and the mixture is 25 When starting for instance from olein alcohol, heated for about 2 1F to gentieboflmgwhen adding hydrobromic acid thereto and heating the 6001 after the adlltwn a llttle quantity dibromoctadecane thus formed with an alcoholic aqueous ammonia m Order to remove unchanged so hydrosulphide solution, for the most part a didlmethylsulphate F- h evapwatmn 01 so mercapto compound is f rm d yielding for benzene the yellowish oily disulphonium comstance by treatment with dimethyl sulphate a Pound Separated from the aqueous liquor and disulphonium t then neutralized with hydrochloric acid. In this The disulphonium compounds obtained accordform the disulphomum compound of the app! ing to the present invention are dark colored mate formula: 35

semisolid resinous substances, more or less soluble Can-1C1 in water. Their solutions are resistant in a neume CH8 tral, acid or alkaline medium; they foam and are resistant towards hard water. They have a wet- Hi C s 'T 40 ting, emulsifying and dispersing effect, for inmomso osoaont 40 stance towards lime soaps.

Generally dyeings obtained on cellulosic wherein n represents numbers from about 20 to r1 1 by means of t ti dyestufis when about 30, represents a .paste like semisolid resinaftertreated with solutions of the present disul- 011s mass. a y soluble in wa phonium compounds, are substantially improved When aftertreating dye s. Ob ed 0 Vege- 45 as regards fastness to water, perspiration and table fibers by means of substantive dyestuffs washing. The latter fastness may be increased with solutions of the aforesaid disulphonium in many cases by aftertreatment with formaldebase, the fastness thereof to water, perspiration hyde. The fastness to light is likewise increased. and washing is substantially increased.

On likewise after treating with solutions of the We claim:

1. Dlsulphonlum compounds of high molecular weight of the general formula:

(m).ss(m),

0 0 wherein R stands for an aliphatic radicle containing at least 10 carbon atoms, R1 stands for a member of the group consisting of methyl, ethyl and benzyl group and Ac means an acid anion of the group consisting of -Cl,-N0;,OH;CO 0-, and

which compounds are dark colored semisolid resinous substances, soluble in water.

2. A disulphonium compound of the approximate formula:

H30 CH; H10 8 3 0K; 5

H|CO3SO OSOgUH:

wherein n represents numbers from about 20 to about 30, which represents a paste like semisolid resinous mass, easily soluble in water. 10

AUGUST CHWALA. EDMUND WALDMANN. 

